Well, I like the NYC map. The subways provide connections between distant locales which make up for the lack of wraparound connections like Hawaii-Mexico on the World 2.1 map. However, the transit routes for Toronto are not a must in my mind.
I take it,
moffia007, that you are thinking of what is commonly referred to as the "416" area: what was Metropolitan Toronto, which included the City of Toronto, and the suburbs of Etobicoke, York, North York, East York and Scarborough, all of which were boroughs at one time and most of which were cities in their own right before the big amalgamation.
As soon as I can get an imagebucket account rolling I will be able to post a proposed map. I will divide it into regions (territories, countries) on the current ward boundaries. There are 44 wards, which seems like a reasonable size for a map. Here is a link to a map of those:
http://app.toronto.ca/wards/jsp/wards.jsp.
If one was looking for a more massive map, the city is divided into 140 neighbourhoods, but I sincerely doubt a legible map with troop circles could be packed into the space permitted by the pixel limits for maps.
The zones (continents) could be formed a number of ways.
There are the four current community council areas: Etobicoke York (11 wards), North York (11 wards), Toronto and East York (12 wards), and Scarborough (10 wards).
See
http://www.toronto.ca/committees/community_councils.htm. I suspect that these might be overly large and uninteresting.
There are the six community council areas which were in effect until November 2003: Etobicoke (6 wards), North York (7 wards), Humber York (7 wards), Midtown (6 wards), Toronto East York (8 wards), and Scarborough (10 wards).
See
http://www.toronto.ca/governingtoronto/pdf/community_councils.pdf.
One might even go back to the pre-amalgamation boundaries of Metro Toronto, but that's still six zones, with York and East York being rather tiny, and I'm not sure that the current wards don't straddle those old boundaries.
A bit of gameplay analysis would be in order to help decide if impassable boundaries are needed to spice things up. The Humber River, Don River and Highland Creek are prime natural candidates.
The question of extra bonuses comes to mind. The locations of the various community council halls plus City Hall might be one combination worth some extra troops, or perhaps university and college campuses, or hospitals, or tourist attractions (museums, galleries, the Ontario Legislature at Queen's Park, parklands, major shopping centres, the zoo, the CNE grounds and Ontario Place, the stadia and arenas, the CN Tower, marinas, etc.). Of course, if transit routes were included, they might earn extras as well. In addition to the TTC subways and light rail routes(
http://www3.ttc.ca/Subway/interactivemap.jsp), and the GO train (and bus?) routes, one might add the major highways (401, 427, 404-Don Valley Pkwy-Gardiner Expressway) to give more coverage in the outskirts (the subways are mostly focused on the downtown and the central north-south corridor).
Those council halls might also be good bases for bombardment. Heaven knows the politicians in one area like to take shots at those of another. The Toronto Island Airport might provide some fun as well.
All that should give some food for thought!